Family-friendly holiday rentals in Winchester
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winchester
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winchester family-friendly rentals
Family-friendly home rentals with a hot tub
Cabin in Reading
4.92 out of 5 average rating, 125 reviewsSummer cabin (S/C) with outdoor bbq & hot-tub
17–22 Feb
Home in Sandleheath
4.96 out of 5 average rating, 222 reviewsOrchard Barn Spa, exclusively for you, New Forest
8–15 Oct
Home in Swanwick
4.93 out of 5 average rating, 118 reviewsRiverside Cottage-Walks-Hot Tub
8–15 May
Home in Owslebury
4.89 out of 5 average rating, 210 reviewsThe Joinery, Owslebury, Winchester
9–16 Feb
Home in Pitt
4.88 out of 5 average rating, 145 reviewsLuxury 3 Bedroom, Scandinavian Lodge with HOT TUB
5–12 Sep
Guest suite in GB
4.97 out of 5 average rating, 638 reviewsCottage guest suite near Stonehenge - hot tub use
7–14 Dec
Cottage in Baughurst
4.96 out of 5 average rating, 302 reviewsLuxury rural thatched cottage with cedar hot tub.
10–17 Nov
Bed and breakfast in Soberton
4.96 out of 5 average rating, 202 reviewsLovely 2 Bedroom Cosy Annexe
25 Apr – 2 May
Family- and pet-friendly home rentals
Cottage in Ibworth
4.94 out of 5 average rating, 137 reviewsSelf contained, rural cottage, 2 double bedrooms
19–26 Jun
Cottage in Downton
4.96 out of 5 average rating, 438 reviewsThe Coach House with walled garden
21–28 Sep
Guest suite in Houghton
4.97 out of 5 average rating, 149 reviewsSelf-Contained Pretty Annexe in Coopers Farmhouse
3–10 Dec
Barn in Overton
4.93 out of 5 average rating, 104 reviewsHazel - Heath Row Barn
5–12 Aug
Religious building in Chittoe
4.96 out of 5 average rating, 228 reviewsThe North Transept
8–15 Mar
Bungalow in Burley
4.92 out of 5 average rating, 401 reviewsA Hidden Gem - Tranquil Barn in the New Forest
27 Nov – 4 Dec
Bungalow in Pulborough
4.94 out of 5 average rating, 438 reviewsAs seen on BBC’s Escape to the Country.
20–27 Aug
Cottage in Fittleworth
4.99 out of 5 average rating, 524 reviewsStylish Hideaway with an amazing woodland view
12–19 Oct
Family-friendly home rentals with a pool
Tiny home in Soberton
4.94 out of 5 average rating, 198 reviewsThe Guest House, Five Trees
7–14 Jul
Barn in Hampshire
4.97 out of 5 average rating, 170 reviewsBeautifully converted 19th century barn,
2–9 Oct
Guest house in Swanage
4.86 out of 5 average rating, 143 reviewsSwanage Sands Vegetarian/Vegan Studio
10–17 Jan
Cottage in Chichester
4.9 out of 5 average rating, 237 reviewsPear Store cottage with pool & tennis
16–23 Sep
Flat in Christchurch
4.88 out of 5 average rating, 230 reviewsRoom by the beach
19–26 Feb
Home in Hampshire
4.98 out of 5 average rating, 118 reviews- A Perfect Family Escape (Pool - Private Use)
12–19 May
Villa in Isle of Wight
4.95 out of 5 average rating, 248 reviews5* waterside luxury boathouse - pool & log-burner
10–17 Oct
Home in Christian Malford
4.97 out of 5 average rating, 144 reviewsSuperb Farmhouse with pool, hot tub and fast wifi
5–12 Apr
Quick stats about holiday rentals that are family-friendly in Winchester
Total rentals
150 properties
Wifi availability
150 properties include access to wifi
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Total number of reviews
6.5K reviews
Nightly prices starting at
€ 28 before taxes and fees
Destinations to explore
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